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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1661140Generated: October 27, 2026

Oxalyl chloride → (3R)-Quinuclidine-3-carbonyl chloride hydrochloride

https://huagongshe.com/reaction/1661140

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant(3R)-1-azabicyclo[2.2.2]octane-3-carboxylic acidHCID 1380958—
SolventTolueneHCID 1140—
Product(3R)-Quinuclidine-3-carbonyl chloride hydrochlorideHCID 57462844—

Reaction Steps

8.18 g (64.43 mmol) of oxalyl chloride are added dropwise to a solution of 2.0 g (12.89 mmol) of (R)-1-azabicyclo[2.2.2]octane-3-carboxylic acid (Example 3A) in 10 ml of toluene. After stirring at room temperature for 18 h, the reaction mixture is concentrated in vacuo and codistilled with toluene twice. Drying under high vacuum results in 2.31 g (85.2% of theory) of the title compound, which is reacted further without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030329B2
Source datasetuspto-grants-2011_10
ORD IDord-6423314ceb8543a9bc6c3169ae1e35fc
Source noteuspto-grants-2011_10